Playgirl Stories

210 results
Orientation
Length
Source
Infinite Scroll

Girlfriend gets a Real Man

by derek00003 on Sep 13, 2017
Loving Wives

My long term girlfriend, Alison, and I were on vacation at a fancy resort. It was peak season, so the resort was busy, mostly with younger couples and groups out for a good time. Because of this the pool area was usually very crowded, however one night the pool and hot tubs were completely empty when we went down. Enjoying a break from the crowds, we decide...

The Tick Incident Ch. 07

by bess_armstrong on Mar 5, 2018
Exhibitionist & Voyeur

Tanglefoot, Texas, 1876 "Storm's a comin,' U, better fetch dem damn chairs off the porch,'" Skallywag Crothers said from behind the bar, as he poured the last rounds for the evening. "U?!'" Skallywag repeated, noticing his call went unanswered, and he could see the saloon's proprietor was sound asleep in one of the booths. U had gotten into a fight with...

Jim's Eleven (and a half)

by Julia K on Sep 12, 2017
Erotic Couplings

Sitting across from him in the executive boardroom, it was easy to see why Jim was so popular with the office females: in his late twenties: handsome, charming, and intelligent. Despite his currency as an eminently dateable up-and-comer within the company, he had wisely avoided the romantic and/or sexual advances of his office colleagues. Yet this only serve...

The Male Corsetier

by Egmont Grigor on Sep 16, 2017
Romance

INTRODUCTION Jonathon Jones grew up loving breasts, being weaned late on a couple of beauties, a succession of nannies baring theirs for him after learning it kept him quiet and then later his older sister Robyn found Jonathon was capable of releasing unbelievable feelings within her by making her sweet pair available to him to play with. The young guy's p...

Masturbation Lesson

by Rothgar on Sep 18, 2017
Exhibitionist & Voyeur

It was a warm summer day in July and I had just gotten home from work and changed out of my work clothes into a t-shirt and loose shorts. There were still several hours of daylight left in the day even though it was about 5:00 in the afternoon and the temperature was around 80 degrees. I left the front door open and opened several windows to help cool the ho...

Doris's Desires Ch. 01

by StrongMaster7 on Sep 12, 2017
Mature

It was one of those brilliant summer afternoons that seem to go on and on. As Doris looked out her bedroom window at the pool and her son Timmy and his friends, she felt a longing that she knew wasn't right. She looked at her husband's side of their king-sized bed. His interest in his wife had been waning for years and had dwindled down to a once-a-month qui...

Levi Pounding Sarah

by cyrene08 on Sep 13, 2017
Celebrities & Fan Fiction

"What have I gotten myself into now," Levi Johnston muttered as he parked his truck in front of his apartment. He'd just asked Bristol to marry him, and now they were stuck. Soon it would be all over the news and there'd be no way out. He unlocked the front door and dropped his backpack in the hallway despondently. He could feel the noose tightening around...

Testing a Theory

by SquiresBoy on Aug 19, 2017
Exhibitionist & Voyeur

"You're crazy," he laughed as he ran his finger around the rim of his glass. "I'm serious!" I said. We had already finished dinner, so we were in the 'idle chitchat' part of the date. The restaurant was emptying out, leaving only us, a waiter and two businessmen sitting across the room from us. The waiter was standing in the doorway of the kitchen looking b...

Chance Encounter Ch. 16

by Miguel59 on Sep 15, 2017
Loving Wives

Thanksgiving day was bittersweet for Jean. Miguel missed it because of work. He needed the money and the company was offering overtime. He couldn't turn down the opportunity. Jean understood but it didn't make her loneliness any easier. Thursday activities with her family kept her busy, but Friday life returned to normal. She had no school. Her parents went...

My Farmboy

by litpervgrrl on Sep 15, 2017
Anal

When I was 25, I hit a pretty rough patch in my life. In one week, I lost my job, and the girlfriend who I was in love with broke up with me. I wasn’t making any progress on my novel, and I didn’t know how I was going to make the rent. I felt like my world had fallen apart around me. My older sister and her husband lived in an old farmhouse in Ohio. There w...